Sodium Hydroxide → HCID 22661046, compound

HRID 392778Notes

Reaction equation

HRID 392778 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:12]([C:13]3[CH:18]=[CH:17][C:16](SC)=[CH:15][CH:14]=3)=[N:11][C:10]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)=[N:9]2)=[CH:4][CH:3]=1.[CH:27]1C=C(Cl)C=C(C(OO)=O)C=1.[S:38](S([O-])=O)([O-:40])=[O:39].[Na+].[Na+].[OH-].[Na+]>C(Cl)(Cl)Cl>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]2[C:12]([C:13]3[CH:18]=[CH:17][C:16]([S:38]([CH3:27])(=[O:40])=[O:39])=[CH:15][CH:14]=3)=[N:11][C:10]([C:21]3[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=3)=[N:9]2)=[CH:6][CH:7]=1

Participants

6

Reactant 4

HCID 14798Sodium HydroxideHCID 24489Sodium DithioniteHCID 70297m-Chloroperbenzoic acidHCID 22661023HCID 22661023, compound

Product 1

HCID 22661046HCID 22661046, compoundYield 36%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a solution of 1-(4-chloro-phenyl)-5-(4-methylthio-phenyl)-3-phenyl-1H-1,2,4-triazole (130 mg, 0.34 mmol) in CHCl3 (5 ml) were added 2 equivalents of MCPBA (200 mg, 6.88 mmol). The reaction mixture was stirred for two days at room temperature, then sodium hydrosulfite was added and the resulting mixture was neutralized with concentrated NaOH. After extraction with chloroform, the organic phase was washed with water and dried over sodium sulfate. Evaporation under pressure and crystallization from ethanol yielded a white solid (50 mg, 36%) m.p. 170° C.

Workup

  1. extractionAfter extraction with chloroform
  2. washthe organic phase was washed with water
  3. dry with materialdried over sodium sulfate
  4. customEvaporation
  5. customunder pressure and crystallization from ethanol

Sources & evidence

ORD record
ord-4daf4d92d11d4daa96ed0359edb27ca3
Source dataset
uspto-grants-2004_10
Patent number
US06803380B1

Reaction notes

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